| 1 | Tue 29 Oct 2013 | 14-1 v Soham Town RangersSoham Town Rangers 1-4 Harrow Borough | Robert Dyas League Cup Second Round |
| 2 | Sat 2 Nov 2013 | 14-2 v Cray WanderersHarrow Borough 4-2 Cray Wanderers | Ryman League Premier Division |
| 3 | Tue 5 Nov 2013 | 11-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-1 Harrow Borough | Ryman League Premier Division |
| 4 | Tue 12 Nov 2013 | 14-2 v AFC HornchurchAFC Hornchurch 2-4 Harrow Borough | Ryman League Premier Division |
| 5 | Sat 16 Nov 2013 | 11-2 v Thamesmead TownHarrow Borough 1-2 Thamesmead Town | Ryman League Premier Division |
| 6 | Sat 23 Nov 2013 | 13-1 v Canvey IslandCanvey Island 1-3 Harrow Borough | Ryman League Premier Division |
| 7 | Tue 26 Nov 2013 | 12-2 v WealdstoneWealdstone 2-2 Harrow Borough | Robert Dyas League Cup Third Round |
| 8 | Sat 30 Nov 2013 | 10-0 v Bognor Regis TownHarrow Borough 0-0 Bognor Regis Town | Ryman League Premier Division |
| 9 | Sat 7 Dec 2013 | 10-2 v Grays AthleticGrays Athletic 2-0 Harrow Borough | Ryman League Premier Division |
| 10 | Sat 14 Dec 2013 | 10-2 v Bury TownHarrow Borough 0-2 Bury Town | Ryman League Premier Division |
| 11 | Thu 26 Dec 2013 | 11-2 v Metropolitan PoliceHarrow Borough 1-2 Metropolitan Police | Ryman League Premier Division |
| 12 | Sat 11 Jan 2014 | 11-1 v Lowestoft TownHarrow Borough 1-1 Lowestoft Town | Ryman League Premier Division |
| 13 | Tue 14 Jan 2014 | 13-0 v Metropolitan PoliceMetropolitan Police 0-3 Harrow Borough | Robert Dyas League Cup Fourth Round |
| 14 | Sat 18 Jan 2014 | 11-1 v LewesLewes 1-1 Harrow Borough | Ryman League Premier Division |
| 15 | Tue 21 Jan 2014 | 12-1 v Carshalton AthleticHarrow Borough 2-1 Carshalton Athletic | Ryman League Premier Division |
| 16 | Sat 25 Jan 2014 | 12-3 v Dulwich HamletDulwich Hamlet 3-2 Harrow Borough | Ryman League Premier Division |
| 17 | Tue 4 Feb 2014 | 11-2 v Billericay TownBillericay Town 2-1 Harrow Borough | Ryman League Premier Division |
| 18 | Sat 15 Feb 2014 | 14-1 v Maidstone UnitedHarrow Borough 4-1 Maidstone United | Ryman League Premier Division |
| 19 | Sat 22 Feb 2014 | 13-2 v Hampton & Richmond BoroughHarrow Borough 3-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 20 | Mon 24 Feb 2014 | 10-3 v WealdstoneWealdstone 3-0 Harrow Borough | Ryman League Premier Division |
| 21 | Tue 4 Mar 2014 | 10-0 v MargateHarrow Borough 0-0 Margate | Ryman League Premier Division |
| 22 | Sat 8 Mar 2014 | 11-1 v Enfield TownHarrow Borough 1-1 Enfield Town | Ryman League Premier Division |
| 23 | Tue 11 Mar 2014 | 10-1 v Enfield TownEnfield Town 1-0 Harrow Borough | Ryman League Premier Division |
| 24 | Sat 15 Mar 2014 | 11-0 v Thamesmead TownThamesmead Town 0-1 Harrow Borough | Ryman League Premier Division |
| 25 | Sat 22 Mar 2014 | 12-0 v Canvey IslandHarrow Borough 2-0 Canvey Island | Ryman League Premier Division |
| 26 | Tue 25 Mar 2014 | 11-1 v LeistonHarrow Borough 1-1 Leiston | Ryman League Premier Division |
| 27 | Sat 29 Mar 2014 | 12-3 v Bognor Regis TownBognor Regis Town 3-2 Harrow Borough | Ryman League Premier Division |
| 28 | Tue 1 Apr 2014 | 13-1 v East Thurrock UnitedEast Thurrock United 1-3 Harrow Borough | Ryman League Premier Division |
| 29 | Sat 5 Apr 2014 | 12-2 v Grays AthleticHarrow Borough 2-2 Grays Athletic | Ryman League Premier Division |
| 30 | Sat 12 Apr 2014 | 11-2 v AFC HornchurchHarrow Borough 1-2 AFC Hornchurch | Ryman League Premier Division |
| 31 | Mon 14 Apr 2014 | 12-1 v HendonHendon 1-2 Harrow Borough | Ryman League Premier Division |
| 32 | Sat 19 Apr 2014 | 11-0 v Cray WanderersCray Wanderers 0-1 Harrow Borough | Ryman League Premier Division |
| 33 | Mon 21 Apr 2014 | 12-0 v LewesHarrow Borough 2-0 Lewes | Ryman League Premier Division |
| 34 | Sat 26 Apr 2014 | 10-3 v Lowestoft TownLowestoft Town 3-0 Harrow Borough | Ryman League Premier Division |
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